Synthesis, Characterization, and Electrochemical Study of Tetradentate Ruthenium-Schiff Base Complexes: Dioxygen Activation with a Cytochrome P450 Model Using 1- or 2-Methylimidazole as Axial Bases

Abstract

Salicylaldehyde, 2-hydroxyacetophenone, and 3,5-dichlorosalicylaldehyde react with 1,2-diaminoethane to give three symmetrical Schiff bases H2L1, H2L2, and H2L3, respectively. With Ru(III) ions, these ligands lead to three complexes: Ru(III)ClL1 (1), Ru(III)ClL2 (2), and Ru(III)ClL3 (3). The purity of these compounds was estimated by TLC technique and microanalysis while their structures were supported by the usual spectroscopic methods such as NMR, infrared, and electronic spectra. The cyclic voltammetry in acetonitrile showed irreversible waves for all three ligands. Under the same experimental conditions, it was proved that the ruthenium is coordinated in the three complexes 1, 2, and 3 showing quasireversible redox systems. The behavior of these complexes and their comparison with cytochrome P450 are investigated using them as catalysts in the presence of molecular oxygen with an apical nitrogen base: 1- or 2-methylimidazole.